93-18-5Relevant articles and documents
Mustard Carbonate Analogues as Sustainable Reagents for the Aminoalkylation of Phenols
Annatelli, Mattia,Trapasso, Giacomo,Salaris, Claudio,Salata, Cristiano,Castellano, Sabrina,Aricò, Fabio
supporting information, p. 3459 - 3464 (2021/05/24)
N,N-dialkyl ethylamine moiety can be found in numerous scaffolds of macromolecules, catalysts, and especially pharmaceuticals. Common synthetic procedures for its incorporation in a substrate relies on the use of a nitrogen mustard gas or on multistep syntheses featuring chlorine hazardous/toxic chemistry. Reported herein is a one-pot synthetic approach for the easy introduction of aminoalkyl chain into different phenolic substrates through dialkyl carbonate (β-aminocarbonate) chemistry. This new direct alcohol substitution avoids the use of chlorine chemistry, and it is efficient on numerous pharmacophore scaffolds with good to quantitative yield. The cytotoxicity via MTT of the β-aminocarbonate, key intermediate of this synthetic approach, was also evaluated and compared with its alcohol precursor.
Light assisted O-alkylation of phenols to ethers using layered double oxides catalyst under green and mild conditions
Wang, Ruiyi,Wang, Xiaoyu,Zheng, Zhanfeng
, (2020/07/03)
O-alkylation of phenols with dialkyl carbonates to ethers over layered double oxides (LDOs) catalyst under light irradiation is described. A base additive is not required when using the longer-chain diethyl carbonate as an alkylating agent owing to the sufficient basicity provided by LDOs. The synergism of substrate phenols molecules absorbing light to reach the first excited states with acid–base pairs of catalyst enhanced the interaction of reactant molecules with the surface of LDOs, simultaneously accelerating the cleavage of phenolic hydroxyl groups. A variety of phenols are tolerated in this system. This work reports a simple and environmentally benign catalytic process for the dehydrogenation of phenolic hydroxyl groups.
Method for synthesizing alkyl-2-naphthyl ether
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Paragraph 0016; 0017, (2019/01/14)
The invention discloses a method for synthesizing alkyl-2-naphthyl ether. 2-naphthol, a catalyst and dialkyl carbonate are heated to 110-120 DEG C, dialkyl carbonate is added dropwise, a mixed solution of dialkyl carbonate and corresponding alcohol is fractionated out during dropwise addition, the temperature is controlled not to exceed 200 DEG C, reaction is stopped when conversion of 2-naphtholreaches 95% or higher, inorganic boric acid and a dehydration solvent are added, unreacted 2-naphthol is removed, and rectification or recrystallization is performed, and a pure product is obtained. The process route has little corrosion to equipment, few 'three wastes' emissions and low environmental pollution.
